V. Pouzar et al., Coupling of steroid O-(carboxymethyl)oxime derivatives with single-protected alpha,omega-diaminoalkanes, COLL CZECH, 64(12), 1999, pp. 2035-2043
Citations number
13
Categorie Soggetti
Chemistry
Journal title
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS
New approach to the synthesis of steroid oximes bearing O-substituents with
terminal amino groups was described. The easily accessible steroid O-(carb
oxymethyl)oximes were reacted with single-protected Boc-alpha,omega-diamino
alkanes to give corresponding amide intermediates. From them the Boc protec
ting groups were cleaved with trifluoroacetic acid to afford the desired st
eroid derivatives with terminal amino groups. The procedure was succesfully
tested on steroids with O-(carboxymethyl)oxime group in positions 7 and 17
. The decomposition of target products was observed during deprotection of
substituted 19-oximes.